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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481293Generated: November 1, 2026

Dimethyl Sulfoxide → 5-Chloro-2-(1H-1,2,4-triazol-1-yl)benzaldehyde

https://huagongshe.com/reaction/1481293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCesium carbonateHCID 10796—
Reactant5-Chloro-2-fluorobenzaldehydeHCID 2773586—
ReactantHCID 178420924HCID 178420924—
SolventEthyl AcetateHCID 8857—
Product5-Chloro-2-(1H-1,2,4-triazol-1-yl)benzaldehydeHCID 84675693—

Reaction Conditions

Temperature45 °C

Reaction Steps

To a reaction vessel was added 5-chloro-2-fluorobenzaldehyde (1.29 g, 7.89 mmol), 4H-1,2,4-triazole (0.574 g, 7.89 mmol), Cs2CO3 (2.83 g, 8.68 mmol) and DMSO (15.78 ml). The mixture was capped and heated at 45° C. for 4 hrs before cooling down to rt and stirred at rt over weekend. The reaction mixture was diluted with EtOAc, washed with water and brine, dried over MgSO4, filtered, concentrated and purified by flash chromatography to yield 71A as white solid product (674 mg, 41%). 1H NMR (500 MHz, DMSO-d6) δ 9.90 (s, 1H), 9.17 (s, 1H), 8.33 (s, 1H), 7.99-7.91 (m, 2H), 7.84 (d, J=8.5 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409908B2
Source datasetuspto-grants-2016_08
ORD IDord-472d67cddef14a5e8b32c755d8e1dd19
Source noteuspto-grants-2016_08